Showing metabocard for PC(P-16:0/18:3(9Z,12Z,15Z)) (BMDB0011213)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:14:35 UTC
Update Date2020-06-04 19:37:07 UTC
BMDB IDBMDB0011213
Secondary Accession Numbers
  • BMDB11213
Metabolite Identification
Common NamePC(P-16:0/18:3(9Z,12Z,15Z))
DescriptionPC(P-16:0/18:3(9Z,12Z,15Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(P-16:0/18:3(9Z,12Z,15Z)), in particular, consists of one 1Z-hexadecenyl chain to the C-1 atom, and one 9Z,12Z,15Z-octadecatrienoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(1-Enyl-palmitoyl)-2-a-linolenoyl-sn-glycero-3-phosphocholineHMDB
1-(1-Enyl-palmitoyl)-2-alpha-linolenoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(16:0/18:3)HMDB
Gpcho(16:0/18:3n3)HMDB
Gpcho(16:0/18:3W3)HMDB
Gpcho(34:3)HMDB
1-(1Z-Hexadecenyl)-2-alpha-linolenoyl-GPCHMDB
1-(1Z-Hexadecenyl)-2-alpha-linolenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Hexadecenyl)-2-alpha-linolenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(16:1/18:3)HMDB
GPC(34:4)HMDB
GPC(O-16:1(1Z)/18:3(9Z,12Z,15Z))HMDB
GPC(O-16:1(1Z)/18:3n3)HMDB
GPC(O-16:1(1Z)/18:3W3)HMDB
GPC(p-16:0/18:3(9Z,12Z,15Z))HMDB
GPC(p-16:0/18:3n3)HMDB
GPC(p-16:0/18:3W3)HMDB
GPCho(16:1/18:3)HMDB
GPCho(34:4)HMDB
GPCho(O-16:1(1Z)/18:3(9Z,12Z,15Z))HMDB
GPCho(O-16:1(1Z)/18:3n3)HMDB
GPCho(O-16:1(1Z)/18:3W3)HMDB
GPCho(p-16:0/18:3(9Z,12Z,15Z))HMDB
GPCho(p-16:0/18:3n3)HMDB
GPCho(p-16:0/18:3W3)HMDB
PC(16:1/18:3)HMDB
PC(34:4)HMDB
PC(O-16:1(1Z)/18:3(9Z,12Z,15Z))HMDB
PC(O-16:1(1Z)/18:3n3)HMDB
PC(O-16:1(1Z)/18:3W3)HMDB
PC(p-16:0/18:3n3)HMDB
PC(p-16:0/18:3W3)HMDB
Phosphatidylcholine(16:1/18:3)HMDB
Phosphatidylcholine(34:4)HMDB
Phosphatidylcholine(O-16:1(1Z)/18:3(9Z,12Z,15Z))HMDB
Phosphatidylcholine(O-16:1(1Z)/18:3n3)HMDB
Phosphatidylcholine(O-16:1(1Z)/18:3W3)HMDB
Phosphatidylcholine(p-16:0/18:3(9Z,12Z,15Z))HMDB
Phosphatidylcholine(p-16:0/18:3n3)HMDB
Phosphatidylcholine(p-16:0/18:3W3)HMDB
Chemical FormulaC42H78NO7P
Average Molecular Weight740.045
Monoisotopic Molecular Weight739.551590367
IUPAC Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC
InChI Identifier
InChI=1S/C42H78NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,34,37,41H,6-7,9,11-13,15,17-19,21,23-33,35-36,38-40H2,1-5H3/b10-8-,16-14-,22-20-,37-34-/t41-/m1/s1
InChI KeyWXQJKOUXCWEMOK-LUPMRSKMSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1-(1z-alkenyl),2-acyl-glycerophosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one 1Z-alkenyl chain attached through an ether linkage at the O1-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct Parent1-(1Z-alkenyl),2-acyl-glycerophosphocholines
Alternative Parents
Substituents
  • 1-(1z-alkenyl),2-acyl-glycerophosphocholine
  • Phosphocholine
  • Glycerol vinyl ether
  • Fatty acid ester
  • Dialkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Quaternary ammonium salt
  • Tetraalkylammonium salt
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic salt
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.8ALOGPS
logP8.31ChemAxon
logS-7.4ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area94.12 ŲChemAxon
Rotatable Bond Count38ChemAxon
Refractivity228.76 m³·mol⁻¹ChemAxon
Polarizability89.94 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090001500-dc7b388e0cb9b980c4dbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002r-0090003000-7777b21befd5070e0f2aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3090000000-5e0aa8c079eac98f4d39View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000000900-0dd39b4f99d862ce6c4eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0060023900-599dc2e110dcfa45823eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4091100000-6839ec2e40b866645bddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000900-0fc35ac08cd5327ab7f7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0000000900-0fc35ac08cd5327ab7f7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-024j-0030911600-bb0419be959187e7fc87View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q0-9170321300-7e65721430900e300b2bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03l9-3190111000-a6930dc592ed216c6e22View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-008i-5090011000-10f45870dac46a8b3b9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000900-54661b3d39c121fe7f5fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001l-0900000500-484e6846e81d12d1a83bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-1900436900-3e4947b463d997d176feView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
  • Blood
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0011213
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027968
KNApSAcK IDNot Available
Chemspider ID24767488
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923894
PDB IDNot Available
ChEBI ID89978
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available